2-[1-(3-(tert-butylsulfanyl)phenyl)-1-ethoxymethylene]tricyclo[3.3.1.1^3,7]decane

Base Information

• Chemical Name: 2-[1-(3-(tert-butylsulfanyl)phenyl)-1-ethoxymethylene]tricyclo[3.3.1.1^3,7]decane
• CAS No.: 287171-79-3
• Molecular Formula: C₂₃H₃₂OS
• Molecular Weight: 356.572

Synonyms:2-[1-(3-(tert-butylsulfanyl)phenyl)-1-ethoxymethylene]tricyclo[3.3.1.1^3,7]decane

Chemical Property of 2-[1-(3-(tert-butylsulfanyl)phenyl)-1-ethoxymethylene]tricyclo[3.3.1.1^3,7]decane

Chemical Property:

Purity/Quality:

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Technology Process of 2-[1-(3-(tert-butylsulfanyl)phenyl)-1-ethoxymethylene]tricyclo[3.3.1.1^3,7]decane

There total 3 articles about 2-[1-(3-(tert-butylsulfanyl)phenyl)-1-ethoxymethylene]tricyclo[3.3.1.1^3,7]decane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

2-Adamantanone (700-58-3) + 3-(tert-butylsulfanyl)benzoic acid ethyl ester (287171-78-2) → 2-[1-(3-(tert-butylsulfanyl)phenyl)-1-ethoxymethylene]tricyclo[3.3.1.13,7]decane (287171-79-3)

Guidance literature:

With lithium aluminium tetrahydride; titanium(III) chloride; triethylamine; In tetrahydrofuran; at 70 ℃; for 20h;

DOI:10.1016/S0040-4039(02)00617-2

Reference yield:

ethyl 3-bromobenzoate (24398-88-7) → 2-[1-(3-(tert-butylsulfanyl)phenyl)-1-ethoxymethylene]tricyclo[3.3.1.13,7]decane (287171-79-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / KI; CuI; HMPA / 72 h / 155 °C

2: 75 percent / Pd(PPh₃)4 / toluene / 48 h / Heating

3: 60 percent / TiCl₃; LiAlH₄; NEt₃ / tetrahydrofuran / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; titanium(III) chloride; triethylamine; potassium iodide; In tetrahydrofuran; toluene; 2: Stille coupling / 3: McMurry coupling;

DOI:10.1021/ja0171299

Reference yield:

3-iodobenzoic acid methyl ester (58313-23-8) → 2-[1-(3-(tert-butylsulfanyl)phenyl)-1-ethoxymethylene]tricyclo[3.3.1.13,7]decane (287171-79-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / Pd(PPh₃)4 / toluene / 48 h / Heating

2: 60 percent / TiCl₃; LiAlH₄; NEt₃ / tetrahydrofuran / Heating

With lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; titanium(III) chloride; triethylamine; In tetrahydrofuran; toluene; 1: Stille coupling / 2: McMurry coupling;

DOI:10.1021/ja0171299

upstream raw materials:

2-Adamantanone

3-(tert-butylsulfanyl)benzoic acid ethyl ester

ethyl 3-bromobenzoate

3-iodobenzoic acid methyl ester

Downstream raw materials:

2-{ethoxy-[3-(2,4-dinitrophenyldisulfanyl)phenyl]methylene}tricyclo[3.3.1.1^3,7]decane

2-{ethoxy-[3-(2-nitrophenyldisulfanyl)phenyl]methylene}tricyclo[3.3.1.1^3,7]decane

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